The Production Process of 8-Hydroxy-1H-quinolin-2-one

The 8-hydroxy-1H-quinolin-2-one, also known as uric acid, is a common intermediate in the production of various pharmaceuticals and other chemical products.
The production process of 8-hydroxy-1H-quinolin-2-one involves several steps, including the synthesis of the starting material, the reaction to form the intermediate, and the purification and isolation of the final product.

The synthesis of the starting material, known as quinoline-2-carboxylic acid, is typically accomplished through a multi-step process that involves the reaction of a variety of starting materials.
The first step in this process is the reaction of anthranilic acid with formic acid to form anthranilic acid N-formylhydrazone.
This intermediate is then treated with 50% sodium hydroxide to form the N-formylanthranilate.
This compound is then reduced with hydrogen in the presence of a catalyst, such as palladium on barium sulfate, to form the N-formylanthranilate.
The N-formylanthranilate is then treated with a base, such as sodium hydroxide, to form the anthranilic acid.

Once the anthranilic acid has been synthesized, the next step is to form the quinoline-2-carboxylic acid.
This is typically accomplished through the reaction of anthranilic acid with 2-chloroacetamide in the presence of a base, such as sodium hydroxide.
This reaction forms a carboxylic acid that can be further transformed into the desired quinoline-2-carboxylic acid.

Once the quinoline-2-carboxylic acid has been synthesized, the next step is to form the 8-hydroxy-1H-quinolin-2-one.
This is typically accomplished through the reaction of the quinoline-2-carboxylic acid with sodium hydroxide in the presence of a solvent, such as water.
This reaction forms the 8-hydroxy-1H-quinolin-2-one, which can then be purified and isolated from the reaction mixture.

The purification and isolation of the 8-hydroxy-1H-quinolin-2-one is typically accomplished through the use of various chromatography techniques.
This may involve the use of column chromatography or high-performance liquid chromatography (HPLC) to purify the product.
The purified 8-hydroxy-1H-quinolin-2-one can then be collected and dried, and the resulting product can be used as a starting material for the synthesis of various pharmaceuticals and other chemical products.

In conclusion, the production process of 8-hydroxy-1H-quinolin-2-one involves several steps, including the synthesis of the starting material, the reaction to form the intermediate, and the purification and isolation of the final product.
The synthesis of the starting material typically involves the reaction of anthranilic acid with formic acid to form anthranilic acid N-formylhydrazone, followed by reduction with hydrogen in the presence of a catalyst, such as palladium on barium sulfate.
The next step is to form the quinoline-2-carboxylic acid through the reaction of anthranilic acid with 2-chloroacetamide in the presence of a base, such as sodium hydroxide.
The quinoline-2-carboxylic acid is then transformed into the 8-hydroxy-1H-quinolin-2-one through the reaction with sodium hydroxide in the presence of a solvent, such as water.
The resulting 8-hydroxy-1H-quinolin-2-one can then be purified and isolated from the reaction mixture using various chromatography techniques, such as column chromatography or HPLC.
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